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  • Halloween at The Plant

    Events at The Plant
    The Plant 220 Lorax Lane, Pittsboro, NC, United States

    Come celebrate Halloween at The Plant on Fri, Oct 31, 4pm-9pm. There will be a Bazaar Night Market featuring local vendors, arts and crafts, a costume parade and contest, trick-or-treating, and live music by Vinnie's Garage from 6pm-9pm. They plan to decorate tables and wagons on the pavers for trick-or-treating. If you are interested in...

  • Weekly Free Tastings at Vino!! Wine Shop

    Vino!! Wine Shop Tastings and Events
    Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United States

    Weekly free tastings at Vino!! Wine Shop are hosted every Friday. Experts share their picks of wines with varied pricing and from diverse locations. Tasting details, including which wines will be served, are shared on their Facebook Page and in their newsletters. All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country...

  • Run and Roam Fridays at The Plant

    Events at The Plant
    The Plant 220 Lorax Lane, Pittsboro, NC, United States

    Join The Plant after work and/or school for Run and Roam Fridays, hosted every Friday evening, Sep 5-Dec 12, 5pm-9pm. Come out for food and drink specials and plenty of family-friendly fun,...

  • Live Piano Music at The Sycamore

    Events at Chatham Mills
    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United States

    Every Tuesday, Thursday, Friday, and Saturday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Live Piano Music. The series features a rotating list of local musicians. Past and present musicians include Kris Whitenack, Robert Griffin, Lindsey Rosebrook, and Stephanie Schmitt. See the upcoming lineup here. See more events at The Sycamore at Chatham Mills.

  • Live Music: Vinnie’s Garage

    Events at The Plant
    The Plant 220 Lorax Lane, Pittsboro, NC, United States

    Join The Plant for Live Music with Vinnie's Garage on Fri, Oct 31, 6pm-9pm. Vinnie's Garage is a local good time rock and roll band covering classic rock songs from the '60s and '70s! There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they are...

  • Havoc Halloween Party and Live Music: Tone Merchants

    Havoc Brewing Company presents a Havoc Halloween Party and Live Music with Tone Merchants on Fri, Oct 31, 6pm-9pm. Saint Vincent food truck will be on-site at Havoc 5pm-9pm. Costumes are encouraged (including for your pets)! This event is free and takes place indoors and outdoors, weather permitting. There is no cover for entry, but tips for the...

  • Halloween Bash at The MOD

    Events at The MOD
    The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, United States

    Join The MOD and locals The Radio and DJ Mouse for a Halloween Bash on Fri, Oct 31, 6pm-Sat, Nov 1, 2am, bringing you the spookiest Halloween festivities around! Dress to impress for...

  • Halloween Party at Vino!! Wine Shop

    Vino!! Wine Shop Tastings and Events
    Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United States

    Following Vino!!'s FREE weekly wine tasting, stick around for a Halloween Party on Fri, Oct 31, 7pm-10pm. The evening will feature Halloween cocktail specials and a costume contest. All tastings and events at Vino!! Wine Shop. Part of Chatham County's Craft Beverages and Country Inns Trail.

  • The Graveyard Shift at The MOD

    Events at The MOD
    The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, United States

    Join The MOD for The Graveyard Shift, a monthly dark disco dance party. All are welcome. This event is for ages 21+ and the cover is $5 per person. Upcoming event dates and guest DJs are listed below: Sat, Jun 28, 8pm-12am Mouse the DJ. Fri, Jul 18, 8pm-12am Guest DJ APTIK. Sat, Aug 16, 8pm-12am Guest DJ...

  • Halloween Party at Hops and Berry

    MOSAIC at Chatham Park Events
    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Come out to Hops and Berry-Pittsboro for a Halloween Party on Fri, Oct 31, 8pm-Sat, Nov 1, 12am. There will be a costume contest with prizes, as well as Jello shots on special. This event is free and takes place indoors. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available...

  • Christmas Magic Holiday Shopping

    Silk Hope Farm Heritage Park Events
    Silk Hope Farm Heritage Park 4221 Silk Hope Rd, Siler City, NC, United States

    Christmas Magic Holiday Shopping on Sat, Nov 1, 10am-3pm at Silk Hope Farm Heritage Park is an annual shopping event designed to showcase a variety of craft vendors and artisans for guests...

    Free

  • Ann Lightfoot – Fall 2025 Trunk Show

    Events at Fearrington Village
    Dovecote Home and Garden, Nest, and Sprout 250 Market Street, Pittsboro, NC, United States

    Thu, Oct 30-Sat, Nov 1, 10am-5pm, Dovecote will host designer Ann Lightfoot as part of their Fall 2025 Trunk Show series. One of the highlights of the season for Dovecote is their trunk show with Ann Lightfoot. Whether you are starting or adding to your collection, it is a joy to be around Ann and her stunning...

  • Death Faire Art Exhibit Opening at Smelt Art Gallery

    Events at The Plant
    Smelt Art Gallery 213 Lorax Lane, Pittsboro, NC, United States

    You're invited to step into a quiet reverie at Smelt Art Gallery for the 10th Annual Death Faire Revival Art Exhibit on Sat, Nov 1, 12pm-1pm and 4pm-6pm. A Revival can mean a reawakening of faith...

  • Death Faire Art Exhibit Opening at Smelt Art Gallery

    Events at The Plant
    Smelt Art Gallery 213 Lorax Lane, Pittsboro, NC, United States

    You're invited to step into a quiet reverie at Smelt Art Gallery for the 10th Annual Death Faire Revival Art Exhibit on Sat, Nov 1, 12pm-1pm and 4pm-6pm. A Revival can mean a reawakening of faith...

  • Celebrating Día De Los Muertos at The Plant

    Events at The Plant
    The Plant 220 Lorax Lane, Pittsboro, NC, United States

    Join The Plant as they Celebrate Día De Los Muertos on Sat, Nov 1, 5pm-9pm. They will have a community altar; thematic food, drinks, and pastries; dancing; a Catrina Contest; and more! This...

  • Live Piano Music at The Sycamore

    Events at Chatham Mills
    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United States

    Every Tuesday, Thursday, Friday, and Saturday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Live Piano Music. The series features a rotating list of local musicians. Past and present musicians include Kris Whitenack, Robert Griffin, Lindsey Rosebrook, and Stephanie Schmitt. See the upcoming lineup here. See more events at The Sycamore at Chatham Mills.

  • Live Music: No Worries at Havoc

    Havoc Brewing Company presents Live Music with No Worries on Sat, Nov 1, 6pm-9pm. Tikka Masala Indian Grill food truck will be on-site at Havoc 5pm-9pm. This event is free and takes place indoors and outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. Pets...

  • Susie Crate and Joe Newberry Show

    Bynum Front Porch Music
    Bynum General Store 950 Bynum Rd, Bynum, NC, United States

    Join Bynum Front Porch for the Susie Crate and Joe Newberry Show on Sat, Nov 1, 7pm-8:30pm. Susie and Joe have been playing and singing together since the early 80s. They performed together...